N-coordinated Ru(<scp>ii</scp>) catalyzed solvent free<i>N</i>-alkylation of primary amines with alcohols through borrowing hydrogen strategy

Patel, B. K.; Ranjan, Rishi; Chauhan, Nimesh R.; Mukhopadhyay, Suman; Roychoudhury, Angshuman; Vyas, Komal M.

doi:10.1039/d3nj00210a

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2023

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Cited by 4 publications

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“…To this day, most N -alkylation reactions of amines with alcohols are mainly conducted at high temperatures (>100 °C). 20,21 Very few examples of room-temperature BH N -alkylation are reported in the literature. 16,22–25…”

Section: Introductionmentioning

confidence: 99%

N-Alkylation of aromatic amines with alcohols by using a commercially available Ru complex under mild conditions

Mocci,

Atzori,

Baratta

et al. 2023

RSC Adv.

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Section: Introductionmentioning

confidence: 99%

N-Alkylation of aromatic amines with alcohols by using a commercially available Ru complex under mild conditions

Mocci,

Atzori,

Baratta

et al. 2023

RSC Adv.

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N‐alkylation of benzamides/sulfonamides using alcohols via borrowing hydrogen approach by well‐defined Pd (II) pincer complexes

Anandaraj,

Ramesh

2023

Applied Organom Chemis

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The development of green, sustainable, and atom‐economical procedure for the construction of amides via C‐N bond formation is a high priority in synthetic organic community. In this research article, we demonstrate a simple and an efficient catalytic protocol for N‐alkylation of benzamides/sulfonamides using aromatic primary alcohols as coupling partners through borrowing hydrogen (BH) strategy by employing newly constructed palladium (II) O^N^O pincer complexes. All the palladium complexes are characterized by analytical and spectral methods (FT‐IR, NMR, and HRMS). Further, the solid‐state molecular structures of the complexes have been well authenticated by single‐crystal XRD studies. The present N‐alkylation protocol is facile, worked in low catalyst loading (0.5 mol%), and furnishes the desired N‐alkyl amides with excellent yields up to 92%. In this methodology, the reaction proceeds via the formation of intermediates such as aldehyde and (E)‐N‐benzylidenebenzamide with a release of water as ecological by‐product. The control experiments and plausible mechanistic investigations suggested that the coupling reaction was initially proceeds via dehydrogenation of alcohol and generate the alkylated products through hydrogen auto‐transfer. A large‐scale synthesis of N‐(4‐methoxybenzyl)benzamide proves the effectiveness of the Pd (II) pincer catalysts.

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Iron-nickel alloy particles with N-doped carbon “armor” as a highly selective and long-lasting catalyst for the synthesis of N-benzylaniline molecules

Wang,

Sun,

Liu

et al. 2023

Nano Res.

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N-coordinated Ru(ii) catalyzed solvent freeN-alkylation of primary amines with alcohols through borrowing hydrogen strategy

Abstract: Borrowing Hydrogenation (BH) is a powerful methodology which is widely adopted for N-alkylation of amines with alcohols using homogeneous molecular catalysts. To explore the chemistry, herein two novel monomeric Ru(II)...

Cited by 4 publications

References 88 publications

N-Alkylation of aromatic amines with alcohols by using a commercially available Ru complex under mild conditions

N-Alkylation of aromatic amines with alcohols by using a commercially available Ru complex under mild conditions

N‐alkylation of benzamides/sulfonamides using alcohols via borrowing hydrogen approach by well‐defined Pd (II) pincer complexes

Iron-nickel alloy particles with N-doped carbon “armor” as a highly selective and long-lasting catalyst for the synthesis of N-benzylaniline molecules

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